Jump to main content
Jump to site search

Issue 10, 2015
Previous Article Next Article

Solid-state circularly polarised luminescence of atropisomeric fluorophores embedded in achiral myo-inositol-containing polyurethanes

Author affiliations

Abstract

We investigated the ground- and photoexcited-state chiralities of two chiral fluorophores with a rigid framework embedded in two achiral polyurethanes as the solid matrices. As the fluorophores, we used two pairs of atropisomeric binaphthyl derivatives, (R)-(−)-1,1′-binaphthyl-2,2′-diyl hydrogen phosphate [(R)-1a] and (R)-(−)-(3,5-dioxa-4-phosphacyclohepta-[2,1-a:3,4-a′]dinaphthalen-4-yl)-dimethylamine [(R)-1b], and for comparison, their optical antipodes (S)-1a and (S)-1b. As the solid matrices, we used two soluble achiral polyurethanes (2a and 2b) derived from the naturally occurring myo-inositol as the building block, because these polymers had a high glass transition temperature of ∼150 °C. The chiral fluorophores in the polyurethanes emitted circularly polarised luminescence with a high circular anisotropy of ∼0.6–1.5 × 10−3. Regardless of the matrix, (R)- and (S)-1a had nearly mirror-image chiroptical properties in the ground and photoexcited states, as did (R)- and (S)-1b.

Graphical abstract: Solid-state circularly polarised luminescence of atropisomeric fluorophores embedded in achiral myo-inositol-containing polyurethanes

Back to tab navigation

Supplementary files

Publication details

The article was received on 06 Dec 2014, accepted on 09 Jan 2015 and first published on 09 Jan 2015


Article type: Paper
DOI: 10.1039/C4OB02553A
Citation: Org. Biomol. Chem., 2015,13, 2913-2917
  •   Request permissions

    Solid-state circularly polarised luminescence of atropisomeric fluorophores embedded in achiral myo-inositol-containing polyurethanes

    T. Amako, K. Nakabayashi, A. Sudo, M. Fujiki and Y. Imai, Org. Biomol. Chem., 2015, 13, 2913
    DOI: 10.1039/C4OB02553A

Search articles by author

Spotlight

Advertisements